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Our top choices for Bailey Island holiday homes
1. Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BRHarpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
Jane D.
The price is £309
includes taxes & fees
16 Nov - 17 Nov
2. Mid Coast Getaway w/ water views
Mid Coast Getaway w/ water viewsWest Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
Rebecca
The price is £159
includes taxes & fees
16 Nov - 17 Nov
3. Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"This little spot was an ideal getaway for our family’s summer trip to Maine. We very much enjoyed the porch with a view of the water and felt right at home here."
James C.
The price is £257
includes taxes & fees
16 Nov - 17 Nov
4. 2 bedroom w/ expansive water views
2 bedroom w/ expansive water viewsWest Point
9.8 out of 10, Exceptional, (7 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
Gregory M.
The price is £173
includes taxes & fees
17 Nov - 18 Nov
5. Full sized home
Full sized homeHarpswell
9.8 out of 10, Exceptional, (80 reviews)
"Great house! Enjoyed our stay very much. Comfortable, clean, and many nice extra touches i.e. games, books."
Jill J.
The price is £254
includes taxes & fees
30 Nov - 1 Dec
6. Quiet Spot in lovely Freeport neighborhood
Quiet Spot in lovely Freeport neighborhoodFreeport
The price is £262
includes taxes & fees
15 Nov - 16 Nov
7. Fully Updated Airy Historic Home in South Freeport
Fully Updated Airy Historic Home in South FreeportFreeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
boodu
The price is £346
includes taxes & fees
15 Nov - 16 Nov
8. Captains Watch: A Coastal Escape
Captains Watch: A Coastal EscapeWest Point
8.8 out of 10, Excellent, (3 reviews)
"Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back"
Holly G.
The price is £208
includes taxes & fees
15 Nov - 16 Nov
9. Classic New England Waterfront House Big Lawn Beautiful Sunrise
Classic New England Waterfront House Big Lawn Beautiful SunriseHarpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
Ashma B.
The price is £1,159
includes taxes & fees
30 Nov - 1 Dec
10. Fantastic Waterfront Views
Fantastic Waterfront ViewsWest Point
9.4 out of 10, Exceptional, (24 reviews)
"The location and views were incredible. Quiet and relaxing spot."
Vanessa W.
The price is £210
includes taxes & fees
15 Nov - 16 Nov
11. Casco Bay Oceanfront Retreat by Everrow
Casco Bay Oceanfront Retreat by EverrowFreeport
10.0 out of 10, Exceptional, (13 reviews)
"The house was amazing. We would recommend this property to anyone. The view, stars at night and accessibility to where we wanted to visit, was perfect."
Vanessa K.
The price is £632
includes taxes & fees
19 Nov - 20 Nov
12. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
Esther
The price is £135
includes taxes & fees
26 Nov - 27 Nov
13. Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Private Home w/ Office Year Round in town Brunswick next to BowdoinBrunswick
8.8 out of 10, Excellent, (28 reviews)
"We enjoyed our stay! Comfortable beds, fenced yard was great for dogs. Had everything we needed."
Margaret R.
The price is £305
includes taxes & fees
1 Dec - 2 Dec
14. The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & LuxuryHarpswell
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
Edwin M.
The price is £1,615
includes taxes & fees
15 Nov - 16 Nov
15. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space,
Near attractions"
michael
The price is £145
includes taxes & fees
26 Nov - 27 Nov
16. Heated Game Room, Coastal Maine Cape Sleeps 10
Heated Game Room, Coastal Maine Cape Sleeps 10Yarmouth
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
Michelle T.
The price is £703
includes taxes & fees
16 Nov - 17 Nov
17. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick 3BR Bungalow By Bowdoin With Fenced-In BackyardBrunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location and super clean house"
Gary R.
The price is £538
includes taxes & fees
16 Nov - 17 Nov
18. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/ACGeorgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
Palmer M.
The price is £289
includes taxes & fees
15 Nov - 16 Nov
19. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
1200 sq ft ♦ West End Townhouse ♦ Walk to Old PortWest End
8.6 out of 10, Excellent, (64 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
Susan d.
The price is £254
includes taxes & fees
16 Nov - 17 Nov
20. Willard Square Family Home
Willard Square Family HomeWillard Beach
9.8 out of 10, Exceptional, (13 reviews)
"Thoroughly enjoyed this house! "
David W.
The price is £466
includes taxes & fees
15 Nov - 16 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bailey Island Hotel Reviews
Portland Harbor Hotel
10/10 Excellent
Find out more about Bailey Island
Bailey Island Holiday Homes information
Number of reviews | 335 |
|---|---|
Accommodation | 614 Holiday Homes |
Lowest Price | £135 |
Highest Price | £1,615 |